Author Topic: How to make IAA methyl/ethyl ester  (Read 707 times)

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Ghost_Of_BT

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How to make IAA methyl/ethyl ester
« on: September 22, 2001, 12:36:00 PM »
A while back, I saw a page giving some general proceedures for making methyl and ethyl esters, but I can't find it again (dont you hate when that happens). Could someone please give the proceedure for making IAA methyl or ethyl ester?

Ghost_Of_BT

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Re: How to make IAA methyl/ethyl ester
« Reply #1 on: September 24, 2001, 01:36:00 PM »
I took some notes from a couple textbooks on esterification:

-Esterificatiton reactions proceed very slowly without an acid catalyst but reach equalibrium in only a few hours when an alcohol and acid are refluxed with a small amount of concentrated H2SO4 or HCl.
-HCl is passed through a mixture of alcohol and acid untill solution gains 3% weight and it is than refluxed (Fisher-Sperier method). Yeilds very good.
-The caboxylic esters are sweet smeling solids or liquids.

I guesse I answered my own question. My plan is to reflux a solution of IAA and 3% HCl for a few hours and evaporate. Any apperent problems with that?

Rhodium

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Re: How to make IAA methyl/ethyl ester
« Reply #2 on: September 24, 2001, 02:16:00 PM »
In that case, make that 3% HCl in anhydrous methanol/ethanol. Water pushes the equilibrium the wrong way.

Ghost_Of_BT

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Re: How to make IAA methyl/ethyl ester
« Reply #3 on: September 24, 2001, 05:37:00 PM »
Oops, that was a typo. I meant to say 3% HCl in methanol. Thanks.